Skip to content
The Crazy One cover art

All Episodes

The Crazy One — 158 episodes · page 1 of 2

#
Title
1

Ep 152 Tough Topics: Your Brand Isn't the Logo. It's the Standard Behind It.

2

Ep 151 Career: Believing in Yourself Is an Act of Will

3

Ep 150 Creativity: What 10 years of making The Crazy One taught me

4

Ep 149 Career: You're underpriced because you're under confident.

5

Ep 148 Creativity: 7 Years, 3 Buzzwords, 2 Studies, and 1 Constant Problem

6

Ep 147 Leadership: Judgment, Taste, and the Five Things AI Still Can't Touch

7

Ep 146 AI: Premortems, Because A.I. Won't Wait for a Retrospective

8

Ep 145 Creativity: Stop Asking AI to Agree With You

9

Ep 144 AI: Your Company Decided Your Value Before AI Existed

10

Ep 143 AI: AI Isn't a Tool Problem. It's a Culture Problem.

11

Ep 142 AI: The hidden cost of plausible, almost-right work

12

Ep 141 Design: A bigger strategy behind Apple’s Liquid Glass?

13

Ep 140 Keynote: 'Bet on Yourself" BeMore Festival 2025

14

Ep 139 Career: The Hard Truth About Creativity’s Role in Business Today (and Yesterday)

15

Ep 138 Creativity: AI Isn’t the Enemy. Complacency Is.

16

Ep 137 Career: The Pros and Cons of Going Out on Your Own

17

Ep 136 Career: Overcoming Fear and Insecurity: Why You Need a Plan, Not the Answers

18

Ep 135 Career: The Hidden Problem of ‘Experience-ism’ in Creative Careers

19

Ep 134 Career: Tough Love for Your Portfolio: Stand Out or Stay Stuck

20

Ep 133 Career: How to get laid off

21

Ep 132 Career: Navigating the Mess: Insights into the 2024 Job Market

22

Ep 131 Career: What's stopping you from going out on your own?!?

23

Ep 130: Ending the hiatus. Is this thing still on?

24

Ep 129 Keynote: BeMore Festival 2023 - How to build a breakthrough career

25

Ep 128 Career: How to start your studio or freelance business

26

Ep 127 Career: How to navigate and succeed in the era of defensive employment

27

Ep 126 Career: Understanding the 2022 job market, a shift is coming

28

Ep 125 Value of Design P3: Showing the value and impact of design

29

Ep 124 Value of Design P2: Creating demand for design

30

Ep 123 Value of Design P1: Understanding the power and stigma of the word 'Design'

31

Ep 122 Career: How to decide if you should quit your job (or get a promotion)

32

Ep 121 Design Thinking: The U.S. Army can teach you a lot about Design Thinking

33

Ep 120 Career: Don't apply for your next job (and what to do instead)

34

Back from hiatus

35

Ep 119 Teamwork: How to become a great meeting and workshop facilitator

36

Ep 118 Teamwork: The best remote team building activities

37

Ep 117 Teamwork: Understanding your team's cognitive and emotional culture

38

Ep 116 Creativity: Understanding the new imposter syndrome triggers from remote work

39

Ep 115 Leadership: How to write an effective and unbiased job description

40

Ep 114 Career: Overcoming fear and self-doubt

41

Ep 113 Career: Understanding the 2021 job market

42

Ep 112 #ShareTheMicNow: The Power of Youth in Redesigning Systems by Antionette Carroll

43

Ep 111 #ShareTheMicNow: Dismantling White Supremacy in Design by Antionette Carroll

E
44

Ep 110 Creativity: 'Metallica’s rock ‘n roll insights on creativity and leadership’ from HOW Design Live 2020

45

Ep 109 Creativity: ’Hope is not a strategy’ keynote from HOW Design Live 2020

46

Ep 108 Memorial: The life and lessons of my father, David Gates

47

Ep 107 Career: How to outsmart the broken recruiting system

48

Ep 106 Career: How to build a personal brand people will love to hate

49

Ep 105 Career: How to negotiate salary and job offers

50

Ep 104 #ShareTheMicNow: Working in Tech While Black Part 1 by Jackie Velasquez Ross, Dorcie Lovinsky, and Christian Clark

51

Ep 103 Leadership: Why creating organization and cultural change is so hard

52

Ep 102 #ShareTheMicNow: I Dare You to Care by Sylvia Baffour

53

Ep 101 #ShareTheMicNow: Maurice Cherry and Debbie Millman in conversation

54

Joining #ShareTheMicNow

55

Ep 100 Career: Rejecting your life's invisible scripts

56

Amazing Design People List: Find a job, a mentor, and some hope.

57

Ep 99 Career: The 8 habits of successful people

58

Ep 98 Career: What to do if you get laid off

59

The Crazy One is now on YouTube

60

How I'm finding hope in these difficult times.

61

Ep 97 Career: How to deal with change.

62

Ep 96 Career: Insights from the Design Imposter Syndrome Crazy One Conversations.

63

Ep 95 Career: How to create a standout portfolio.

64

Ep 94 Creativity: The lost art of boredom.

65

Ep 93 Career: Why you have to build and maintain a personal support system.

66

Ep 92 Career: How to deal with difficult and creativity killing people

67

Ep 91 Career: The critical difference between design vs. creativity

68

Ep 90 Career: The real reason why you aren't getting promoted.

69

Ep 89 Career: Trends in recruiting, hiring, and retaining the best talent.

70

Ep 88 Creativity: Trust is the key to everything.

71

Ep 87 Creativity: Supporting and empowering introverts

72

Ep 86 Career: How to make peace with yourself to improve your creativity.

73

Ep 85 Creativity: How to get and give better creative feedback

74

Ep 84 Design: The need for ethical design

75

Ep 83 Leadership: Your leadership maturity level, persona and communication style

76

Ep 82 Conference talk: ’The Future is Creative’ keynote from HOW Design Live 2019

77

Ep 81 Keynote: ‘Why innovation is rarely authorized’ panel from HOW Design 2019

E
78

Ep 80 Emotional intelligence: How to find and restore your confidence

79

Ep 79 Listener questions: Design operations, start-ups, company “purpose", your career and building a team.

80

Ep 78 Teamwork: How improv can make your team more creative

81

Ep 77 Keynote: ‘Building an In-House Design Powerhouse’ keynote from SXSW 2019

82

Ep 76 Creativity: Why cognitive bias is the real problem with your work.

83

Ep 75 Career: How to survive corporate politics with grace and integrity

84

Ep 74 Methodologies: Design Thinking isn't bullsh*t. The way you apply it is.

85

Ep 73 Listener questions: Design leadership, office environments, design authority. conflict and sharing.

86

Ep 72 Leadership: How to create REAL innovation

87

Ep 71 Career: How to become a digital product designer

88

Ep 70 Emotional intelligence: Understanding and improving your emotional intelligence

89

Ep 69 Creativity: How to fight imposter syndrome

90

Ep 68 Career: What's the equation for doing great work?

91

Ep 67 Creativity: How to give better design feedback

92

Ep 66 Originality: What to embrace, fight, stop and start to rediscover your voice and create your best ideas.

93

Ep 65 Listener questions: Branding navigation, hamburger menus, design systems, inspiring change and more.

94

Ep 64 Teamwork: Best practices for remote work

95

Ep 63 Creativity: The good and evil of data, research, and brainstorming

96

Ep 62: Listener questions: Advice for junior designers, activating empathy, work routine and more.

97

Ep 61 Career: Portfolio, resume and personal branding refresher

98

Ep 60 Methodologies: Understanding the power and potential of Design Thinking

99

Ep 59 Career: Know when to quit and do it the right way.

100

Ep 58 Leadership: Confronting gender bias